Start your day with a beginner-friendly paddle board fitness class
Rent a kayak or paddle board for 1–3 months with free delivery
Pick up a bike in Oak Bluffs and ride the island your way
Get a 7-day bike rental delivered to your address in Oak Bluffs
Soar up to 600 feet over the sea on a parasailing flight
Rent a Yamaha WaveRunner and cruise Oak Bluffs for 1 hour
Pick up a weekly bike rental and explore Martha’s Vineyard your way
Rent bikes for 1–6 days with delivery to your address
Pick up your bike steps from the ferry and ride Martha’s Vineyard for 1–6 days
Get bikes for a full week, with delivery to your address
Reserve pedal or electric bikes with island-wide delivery
Pick up pedal or electric bikes for 1–6 days of island riding
Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.
Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers
Fish Nantucket inshore waters on a spacious, stable 30' custom boat built for up to six anglers
Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride
Join the crew for a treasure hunt with sea chanteys, stories, and cannon action
Taste wine, beer, and spirits while learning how Nantucket’s top producers craft each pour
Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center
Learn to sail with a private instructor at Jetties Beach
Glide across Nantucket Harbor on your choice of kayak or paddleboard
Build sailing skills with a private youth lesson for up to 3 sailors
Introduce your toddler to sailing with a 1-hour instructor-led lesson